Holiday rentals near Second City
We found 3,310 holiday rentals — enter your dates for availability
If you'd like to stay close to Second City, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, such as parking and air conditioning. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Second City
Showing deals for:14 Nov - 21 Nov
Image gallery for Superhouse for all!
8.48.4 out of 10 rating
Very good
(5 reviews)
Superhouse for all!
Pickering, ON
15% off
Price is NZ$5,997
NZ$5,997
NZ$857 per night
includes taxes & fees
Image gallery for A Castle on 3 Acres & 17,000 sq. ft. in Brampton, ON
1010 out of 10 rating
Exceptional
(7 reviews)
A Castle on 3 Acres & 17,000 sq. ft. in Brampton, ON
Brampton, ON
15% off
Price is NZ$22,025
NZ$22,025
NZ$3,146 per night
includes taxes & fees
Image gallery for Newly renovated 3 bedroom unit Richmond Hill
1010 out of 10 rating
Exceptional
(12 reviews)
Newly renovated 3 bedroom unit Richmond Hill
Richmond Hill, ON
6% off
Price is NZ$1,599
NZ$1,599
NZ$228 per night
includes taxes & fees
Image gallery for Beautiful, Spacious and Good Location
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Beautiful, Spacious and Good Location
Mississauga, ON
8% off
Price is NZ$3,242
NZ$3,242
NZ$463 per night
includes taxes & fees
Image gallery for Stylish 2BR: w/free parking & streaming!
8.48.4 out of 10 rating
Very good
(5 reviews)
Stylish 2BR: w/free parking & streaming!
Pickering, ON
11% off
Price is NZ$1,449
NZ$1,449
NZ$207 per night
includes taxes & fees
Image gallery for Entire Cozy Home at the heart of Richmond Hill!
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Entire Cozy Home at the heart of Richmond Hill!
Richmond Hill, ON
8% off
Price is NZ$2,913
NZ$2,913
NZ$416 per night
includes taxes & fees
Image gallery for Modern Luxury House W/ HOT TUB
8.68.6 out of 10 rating
Excellent
(22 reviews)
Modern Luxury House W/ HOT TUB
Richmond Hill, ON
7% off
Price is NZ$3,217
NZ$3,217
NZ$460 per night
includes taxes & fees
Image gallery for 3 Bedrooms Markham Private HOME w Parking 3-6Guests
1010 out of 10 rating
Exceptional
(13 reviews)
3 Bedrooms Markham Private HOME w Parking 3-6Guests
Markham, ON
6% off
Price is NZ$2,055
NZ$2,055
NZ$294 per night
includes taxes & fees
Image gallery for Richmond Hill Ravine Retreat
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Richmond Hill Ravine Retreat
Richmond Hill, ON
8% off
Price is NZ$1,220
NZ$1,220
NZ$174 per night
includes taxes & fees
Image gallery for Casa Solara
1010 out of 10 rating
Exceptional
(5 reviews)
Casa Solara
Brampton, ON
8% off
Price is NZ$3,160
NZ$3,160
NZ$451 per night
includes taxes & fees
Image gallery for RedDore - 2 Bedroom Cozy Basement Suite
1010 out of 10 rating
Exceptional
(27 reviews)
RedDore - 2 Bedroom Cozy Basement Suite
Pickering, ON
8% off
Price is NZ$1,553
NZ$1,553
NZ$222 per night
includes taxes & fees
Image gallery for 2bedrooms minutes walk to Scotiabank arena, MTCC, Rogers centre
8.48.4 out of 10 rating
Very good
(38 reviews)
2bedrooms minutes walk to Scotiabank arena, MTCC, Rogers centre
Toronto, ON
8% off
Price is NZ$5,060
NZ$5,060
NZ$723 per night
includes taxes & fees
Image gallery for Luxury 5Star Home away from Home
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Luxury 5Star Home away from Home
Brampton, ON
12% off
Price is NZ$2,738
NZ$2,738
NZ$391 per night
includes taxes & fees
Image gallery for 2 Bed 2 Bath Apartment in Mississauga near Square One
9.89.8 out of 10 rating
Exceptional
(8 reviews)
2 Bed 2 Bath Apartment in Mississauga near Square One
Mississauga, ON
8% off
Price is NZ$1,566
NZ$1,566
NZ$224 per night
includes taxes & fees
Image gallery for Entire Basement Suite | Private Access | Clean, Comfortable, and Convenient
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Entire Basement Suite | Private Access | Clean, Comfortable, and Convenient
Richmond Hill, ON
8% off
Price is NZ$1,090
NZ$1,090
NZ$156 per night
includes taxes & fees
Image gallery for Chic Downtown Mississauga Condo | 5 Min Walk to Square One!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Chic Downtown Mississauga Condo | 5 Min Walk to Square One!
Mississauga, ON
7% off
Price is NZ$1,683
NZ$1,683
NZ$240 per night
includes taxes & fees
Image gallery for Spacious Beautiful House in Mississauga, 15 minutes from Toronto PRIME LOCATION!
9.49.4 out of 10 rating
Exceptional
(23 reviews)
Spacious Beautiful House in Mississauga, 15 minutes from Toronto PRIME LOCATION!
Mississauga, ON
23% off
Price is NZ$4,597
NZ$4,597
NZ$657 per night
includes taxes & fees
Image gallery for Luxury 2 Bed Room,1.5 Bath, Full Kitchen, Rental Bsmt Unit Near Toronto Airport!
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Luxury 2 Bed Room,1.5 Bath, Full Kitchen, Rental Bsmt Unit Near Toronto Airport!
Mississauga, ON
8% off
Price is NZ$1,709
NZ$1,709
NZ$244 per night
includes taxes & fees
Image gallery for Private 2Bed Basement Apt |Self-Check with Kitchn
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Private 2Bed Basement Apt |Self-Check with Kitchn
Mississauga, ON
8% off
Price is NZ$1,036
NZ$1,036
NZ$148 per night
includes taxes & fees
Image gallery for 3 BED/2 BATH cozy BUNGALOW in prestigious neighborhood of Richmond Hill- sleep 6
9.69.6 out of 10 rating
Exceptional
(31 reviews)
3 BED/2 BATH cozy BUNGALOW in prestigious neighborhood of Richmond Hill- sleep 6
Richmond Hill, ON
8% off
Price is NZ$3,998
NZ$3,998
NZ$571 per night
includes taxes & fees
Image gallery for Home in Serene Suburbia 905
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Home in Serene Suburbia 905
Mississauga, ON
8% off
Price is NZ$2,879
NZ$2,879
NZ$411 per night
includes taxes & fees
Image gallery for Luxury Apartment Living in an Elite Neighborhood
1010 out of 10 rating
Exceptional
(11 reviews)
Luxury Apartment Living in an Elite Neighborhood
Mississauga, ON
7% off
Price is NZ$1,376
NZ$1,376
NZ$197 per night
includes taxes & fees
Image gallery for Luxurious, spacious, Independent 2 Bedrooms 2 baths with fireplace/free parking
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Luxurious, spacious, Independent 2 Bedrooms 2 baths with fireplace/free parking
Mississauga, ON
8% off
Price is NZ$2,508
NZ$2,508
NZ$358 per night
includes taxes & fees
Image gallery for 5 cozy bedrooms include 7 bed near Heartland Plaza and Outlet Malls
8.48.4 out of 10 rating
Very good
(11 reviews)
5 cozy bedrooms include 7 bed near Heartland Plaza and Outlet Malls
Mississauga, ON
8% off
Price is NZ$4,579
NZ$4,579
NZ$654 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Second City
Life Suites Loft - CN Tower
Sleeps 4 · 1 bedroom
8.48.4 out of 10
Very goodvery good
2,334 reviews(2,334 reviews)
RivetStays - The York
Sleeps 2 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
464 reviews(464 reviews)
RivetStays - The Jarvis
Sleeps 4 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
231 reviews(231 reviews)
Panorama Suites Downtown Toronto
Sleeps 6 · 2 bedrooms
9.49.4 out of 10
Exceptionalexceptional
434 reviews(434 reviews)
One King West Hotel & Residence
Sleeps 2 · 1 bedroom
9.29.2 out of 10
Wonderfulwonderful
10,774 reviews(10,774 reviews)
Meadowvale Apartment Hotel
Sleeps 4 · 2 bedrooms
8.48.4 out of 10
Very goodvery good
96 reviews(96 reviews)
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